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Synthesis, characterization, and antimicrobial activity of novel hydrazone-bearing tricyclic quinazolines

  • Azizbek Nasrullaev
  • Khurshed Bozorov
  • Khayrulla Bobakulov
  • Jiangyu Zhao
  • Li Fei Nie
  • Kambarali K. Turgunov
  • Burkhon Elmuradov
  • Haji A. AisaEmail author
Article
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Abstract

A series of novel substituted hydrazone-bearing (unsymmetrical azines, RR1C=N–N=CR2R3) tricyclic quinazoline derivatives are reported. All novel compounds were characterized by 1H, 13C nuclear magnetic resonance (NMR), and Fourier-transform infrared (FT-IR) analyses. An important intermediate (E/Z)-hydrazono-1,2,3,9-tetrahydropyrrolo[2,1-b]quinazoline (8) was synthesized from tricyclic quinazoline-4-thione 7 using 80 % of hydrazine hydrate. In addition, the antimicrobial activity of all synthesized novel compounds against three types of pathogenic microorganism was tested, revealing that some compounds showed satisfactory good activity and could serve as lead compounds for further drug discovery and development.

Graphical abstract

Keywords

Quinazoline Quinazoline-thione Hydrazone Thioamide Antimicrobial activity 

Notes

Acknowledgements

This work was funded by grants from the Chinese Academy of Sciences President’s International Fellowship Initiative (K. Bozorov, grant no. 2019PT054), the Central Asia Drug Research and Development Center of Chinese Academy of Sciences, and the Academy of Sciences of the Republic of Uzbekistan (grant no. VA-FA-F-7-006).

Supplementary material

11164_2018_3731_MOESM1_ESM.docx (6.1 mb)
Supplementary material 1 (DOCX 6283 kb)

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Copyright information

© Springer Nature B.V. 2019

Authors and Affiliations

  1. 1.Key Laboratory of Plant Resources and Chemistry in Arid Regions, Xinjiang Technical Institute of Physics and ChemistryChinese Academy of SciencesÜrümqiPeople’s Republic of China
  2. 2.Institute of the Chemistry of Plant SubstancesAcademy of Sciences of UzbekistanTashkentUzbekistan

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